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Merck
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Documenti fondamentali

P0106

Sigma-Aldrich

Pefloxacin

Sinonimo/i:

3-Quinolinecarboxylic acid, 1-ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-, monomethanesulfonate, dihydrate, Pefloxacine monomethanesulfonate dihydrate, Pefloxacinium methanesulfonate dihydrate

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About This Item

Formula condensata:
C17H20FN3O3 • CH4O3S • 2H2O
Numero CAS:
Peso molecolare:
465.49
Numero CE:
Numero MDL:
Codice UNSPSC:
51102829
ID PubChem:
NACRES:
NA.76

Stato

powder

Livello qualitativo

Solubilità

H2O: 50 mg/mL

Spettro attività antibiotica

Gram-negative bacteria
Gram-positive bacteria

Modalità d’azione

DNA synthesis | interferes
enzyme | inhibits

Temperatura di conservazione

2-8°C

Stringa SMILE

O.O.CS(O)(=O)=O.CCN1C=C(C(O)=O)C(=O)c2cc(F)c(cc12)N3CCN(C)CC3

InChI

1S/C17H20FN3O3.CH4O3S.2H2O/c1-3-20-10-12(17(23)24)16(22)11-8-13(18)15(9-14(11)20)21-6-4-19(2)5-7-21;1-5(2,3)4;;/h8-10H,3-7H2,1-2H3,(H,23,24);1H3,(H,2,3,4);2*1H2
LEULAXMUNMRLPW-UHFFFAOYSA-N

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Descrizione generale

Chemical structure: fluoroquinolone

Applicazioni

Pefloxacin is a synthetic broad-spectrum fluoroquinolone antibiotic that is effective against most gram-negative and gram-positive bacteria. It is used to treat gonococcal urethritis and for gram-negative-bacterial infections in the gastrointestinal system and the genitourinary tract. Pefloxacin mesylate dihydrate has been used to induce achilles tendon toxicity in rodents. It′s cytotoxicity and uptake have been studied in primary cultures of rat hepatocytes.

Azioni biochim/fisiol

Pefloxacin inhibits the bacterial enzymes DNA gyrase and topoisomerase IV, which are needed for the transcription and replication of bacterial DNA. DNA gyrase is thought to be the primary quinolone target for gram-negative bacteria. Topoisomerase IV is thought to be the primary target in gram-positive organisms. The inhibition of the topoisomerases results in strand breakage of the bacterial chromosome, supercoiling, and resealing. Therefore, DNA replication and transcription is inhibited . Pefloxacin is an analog of norfloxacin.

Altre note

Keep container tightly closed in a dry and well-ventilated place.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Consigli di prudenza

Classi di pericolo

Eye Irrit. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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Levofloxacin 98.0-102.0% anhydrous basis (HPLC)

Sigma-Aldrich

28266

Levofloxacin

Ciprofloxacin ≥98% (HPLC)

Sigma-Aldrich

17850

Ciprofloxacin

P Nordmann et al.
The Journal of antimicrobial chemotherapy, 24(3), 355-363 (1989-09-01)
The cytotoxicity and the uptake of three 4-quinolones--pefloxacin, ciprofloxacin, and ofloxacin--were investigated in primary cultures of rat hepatocytes. As assessed by intracellular enzyme release in culture media, pefloxacin at concentration 400 mg/l and ciprofloxacin at 200 mg/l were found to
M A Simonin et al.
Antimicrobial agents and chemotherapy, 44(4), 867-872 (2000-03-18)
Despite a relatively low incidence of serious side effects, fluoroquinolones and the fluoroquinolone pefloxacin have been reported to occasionally promote tendinopathy that might result in the complication of spontaneous rupture of tendons. In the present study, we investigated in rodents

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